Hexaaqua­magnesium(II) bis­(d-camphor-10-sulfonate)

Jeremić, D.; Kaluderović, G.N.; Brčeski, I.; Gómez-Ruiz, S.; Andelković, K.K.

doi:10.1107/S1600536808018047

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 7| July 2008| Page m952

doi:10.1107/S1600536808018047

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Hexaaquamagnesium(II) bis(D-camphor-10-sulfonate)

Dejan Jeremić,^a ^* Goran N. Kaluderović,^b Ilija Brčeski,^a Santiago Gómez-Ruiz ^c and Katarina K. Andelković ^a

^aFaculty of Chemistry, University of Belgrade, Studentski trg 12–16, PO Box 158, 11000 Belgrade, Republic of Serbia, ^bDepartment of Chemistry, Institute of Chemistry, Technology and Metallurgy, Studentski trg 14, 11000 Belgrade, Republic of Serbia, and ^cDepartamento de Química Inorgánica y Analìtica, ESCET, Universidad Rey Juan Carlos, 28933 Móstoles, Madrid, Spain
^*Correspondence e-mail: djeremic@chem.bg.ac.yu

(Received 23 May 2008; accepted 13 June 2008; online 21 June 2008)

The structure of the title complex, [Mg(H₂O)₆](C₁₀H₁₅O₄S)₂, consists of regular octahedral [Mg(H₂O)₆]²⁺ cations and D-camphor-10-sulfonate anions. A three-dimensional supramolecular architecture is formed via hydrogen-bond interactions [O—H⋯O = 2.723 (2)–2.833 (2) Å] to give alternating layers of [Mg(H₂O)₆]²⁺ cations and D-camphor-10-sulfonate anions. The title compound is isomorphous with the zinc, copper, cadmium and nickel analogues.

Related literature

For related literature, see: Baldacci (1938 ); Couldwell et al. (1978 ); Henderson & Nicholson (1995 ); Schepke et al. (2007 ); Zhou et al. (2003 ).

Experimental

Crystal data

[Mg(H₂O)₆](C₁₀H₁₅O₄S)₂
M_r = 594.97
Monoclinic, P 2₁
a = 11.75456 (10) Å
b = 7.05950 (8) Å
c = 17.22794 (15) Å
β = 93.1811 (8)°
V = 1427.39 (2) Å³
Z = 2
Mo Kα radiation
μ = 0.27 mm⁻¹
T = 130 (2) K
0.5 × 0.2 × 0.2 mm

Data collection

Oxford Diffraction Xcalibur CCD diffractometer
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008 $[Oxford Diffraction (2008). CrysAlis CCD and CrysAlis RED Oxford Diffraction Ltd., Abingdon, England.]$ ) T_min = 0.917, T_max = 1.000 (expected range = 0.869–0.947)
40278 measured reflections
8136 independent reflections
7028 reflections with I > 2σ(I)
R_int = 0.025

Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.069
S = 0.99
8136 reflections
386 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.37 e Å⁻³
Δρ_min = −0.36 e Å⁻³
Absolute structure: Flack (1983 ), 3459 Friedel pairs
Flack parameter: 0.03 (4)

Data collection: CrysAlis CCD (Oxford Diffraction, 2008 $[Oxford Diffraction (2008). CrysAlis CCD and CrysAlis RED Oxford Diffraction Ltd., Abingdon, England.]$ ); cell refinement: CrysAlis RED (Oxford Diffraction, 2008 $[Oxford Diffraction (2008). CrysAlis CCD and CrysAlis RED Oxford Diffraction Ltd., Abingdon, England.]$ ); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808018047/pk2103sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808018047/pk2103Isup2.hkl

checkCIF report

Comment top

The title compound was prepared by the reaction of magnesium tape with a solution containing D-camphor-10-sulfonic acid. Crystallization was achieved by placing a platinum wire into the solution to give a controlled zone cooling as well to provide nucleation centres. By this method we were able to produce crystals with dimensions typically from 4 × 1 × 0.4 mm to 12 × 10 × 3 mm (Fig. 1). Since crystals are easily obtainable in large size they could be of possible use as optical filters for UV/VIS/IR light, which is under further investigation as part of our ongoing research project. Also, the camphorsulfonate anion exhibits low toxicity (Baldacci, 1938) so its magnesium salt could be useful as a food supplement. The structure is isomorphous to those of analogous metal salts with Zn(II), Cu(II), Cd(II) and Ni(II), which have been structurally characterized previously (Couldwell et al., 1978; Henderson & Nicholson, 1995; Schepke et al., 2007; Zhou et al., 2003).

As found in the crystal lattice of other isomorph compounds [M(H₂O)₆](C₁₀H₁₅O₄S)₂ (M = Zn(II), Cu(II), Cd(II) and Ni(II); Couldwell et al., 1978; Henderson & Nicholson, 1995; Schepke et al., 2007; Zhou et al., 2003), the title compound structure consist of [Mg(H₂O)₆]²⁺ cations and two crystallogaphically independent D-camphor-10-sulfonate anions (Fig. 2). The magnesium atom in [Mg(H₂O)₆](C₁₀H₁₅O₄S)₂ has octahedral coordination. The Mg—O distances are in the range from 2.0315 (9) to 2.060 (2) Å and O—Mg—O angles are between 85.34 (6) and 94.23 (4)°. Extensive hydrogen-bonding stabilizes the structure (O···O distance = 2.723 (2)–2.833 (2) Å; O—H···O angle = 163 (3)–178 (2)°). These hydrogen bonds are formed between the coordinated water molecules and the O atoms of the SO₃^- groups.

Related literature top

For related literature, see: Baldacci (1938); Couldwell et al. (1978); Henderson & Nicholson (1995); Schepke et al. (2007); Zhou et al. (2003).

Experimental top

D-camphorsulfonic acid monohydrate (25.00 g) was dissolved in 80 ml of deionized water. Magnesium tape (2 g) was added and the solution was left at room temperature until all magnesium had dissolved. The solution was filtered, heated in a water bath and platinum wire (0.5 mm diameter, 10 cm long) was added as a crystallization centre. The solution was allowed too cool slowly in a water bath over the weekend. The monocrystals obtained were up to one centimetre in length, and were transparent in visible light. Crystals of a suitable size for X-ray analysis were also present.

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2008); cell refinement: CrysAlis RED (Oxford Diffraction, 2008); data reduction: CrysAlis RED (Oxford Diffraction, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. Crystals of [Mg(H₂O)₆](C₁₀H₁₅O₄S)₂.
	Fig. 2. ORTEP representation of [Mg(H₂O)₆](C₁₀H₁₅O₄S)₂. Displacement ellipsoids are plotted at the 50% probability level and H atoms are shown as small spheres of arbitrary radius.

Hexaaquamagnesium(II) bis(D-camphor-10-sulfonate) top

Crystal data top

[Mg(H₂O)₆](C₁₀H₁₅O₄S)₂	F(000) = 636
M_r = 594.97	D_x = 1.384 Mg m⁻³
Monoclinic, P2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 21884 reflections
a = 11.75456 (10) Å	θ = 2.9–32.2°
b = 7.05950 (8) Å	µ = 0.27 mm⁻¹
c = 17.22794 (15) Å	T = 130 K
β = 93.1811 (8)°	Prism, colourless
V = 1427.39 (2) Å³	0.5 × 0.2 × 0.2 mm
Z = 2

Data collection top

Oxford Diffraction Xcalibur CCD diffractometer	8136 independent reflections
Graphite monochromator	7028 reflections with I > 2σ(I)
Detector resolution: 16.356 pixels mm^-1	R_int = 0.025
ω and ϕ scans	θ_max = 30.5°, θ_min = 2.9°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008)	h = −16→16
T_min = 0.918, T_max = 1	k = −9→10
40278 measured reflections	l = −24→24

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.069	w = 1/[σ²(F_o²) + (0.0437P)²] where P = (F_o² + 2F_c²)/3
S = 0.99	(Δ/σ)_max = 0.001
8136 reflections	Δρ_max = 0.37 e Å⁻³
386 parameters	Δρ_min = −0.36 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 3459 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.03 (4)

Crystal data top

[Mg(H₂O)₆](C₁₀H₁₅O₄S)₂	V = 1427.39 (2) Å³
M_r = 594.97	Z = 2
Monoclinic, P2₁	Mo Kα radiation
a = 11.75456 (10) Å	µ = 0.27 mm⁻¹
b = 7.05950 (8) Å	T = 130 K
c = 17.22794 (15) Å	0.5 × 0.2 × 0.2 mm
β = 93.1811 (8)°

Data collection top

Oxford Diffraction Xcalibur CCD diffractometer	8136 independent reflections
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008)	7028 reflections with I > 2σ(I)
T_min = 0.918, T_max = 1	R_int = 0.025
40278 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.069	Δρ_max = 0.37 e Å⁻³
S = 0.99	Δρ_min = −0.36 e Å⁻³
8136 reflections	Absolute structure: Flack (1983), 3459 Friedel pairs
386 parameters	Absolute structure parameter: 0.03 (4)
1 restraint

Special details top

Experimental. CrysAlis RED: Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Mg1	0.25718 (3)	0.53807 (10)	0.005258 (19)	0.01645 (8)
S1	0.91451 (2)	0.53891 (6)	0.154547 (14)	0.01601 (6)
S2	0.42218 (2)	0.03871 (6)	0.169663 (14)	0.01538 (6)
O1	0.39380 (8)	0.5349 (3)	0.08377 (6)	0.0314 (2)
O2	0.17955 (11)	0.32080 (18)	0.06080 (7)	0.0233 (3)
O3	0.11878 (8)	0.5400 (2)	−0.07079 (6)	0.0329 (2)
O4	0.33376 (10)	0.75739 (18)	−0.05030 (7)	0.0230 (2)
O5	0.33458 (11)	0.33056 (18)	−0.05722 (7)	0.0237 (3)
O6	0.18050 (11)	0.74588 (18)	0.06692 (7)	0.0270 (3)
O7	0.96709 (11)	0.29196 (18)	0.38660 (7)	0.0356 (3)
O8	0.79319 (6)	0.5401 (2)	0.13121 (5)	0.02163 (17)
O9	0.97210 (9)	0.71014 (15)	0.13082 (7)	0.0206 (2)
O10	0.97185 (9)	0.36782 (15)	0.13013 (7)	0.0214 (2)
O11	0.38282 (9)	0.10715 (19)	0.42956 (6)	0.0408 (3)
O12	0.30410 (6)	0.03885 (19)	0.13849 (4)	0.02073 (16)
O13	0.48094 (9)	−0.13891 (15)	0.15552 (6)	0.0196 (2)
O14	0.48500 (9)	0.20329 (15)	0.14446 (7)	0.0210 (2)
C1	1.03414 (13)	0.4160 (2)	0.37454 (8)	0.0252 (3)
C2	1.13297 (14)	0.4805 (2)	0.42881 (9)	0.0325 (4)
H2C	1.1889	0.3773	0.4389	0.039*
H2D	1.1061	0.5268	0.4789	0.039*
C3	1.18376 (12)	0.6419 (2)	0.38198 (8)	0.0242 (3)
H3C	1.2325	0.7326	0.4136	0.029*
C4	1.24354 (10)	0.5464 (3)	0.31519 (7)	0.0265 (3)
H4C	1.2927	0.4407	0.3346	0.032*
H4D	1.2904	0.6384	0.2876	0.032*
C5	1.14265 (11)	0.4728 (2)	0.26156 (8)	0.0212 (3)
H5C	1.1441	0.3329	0.2578	0.025*
H5D	1.1451	0.5272	0.2087	0.025*
C6	1.03495 (9)	0.5416 (3)	0.30208 (6)	0.0176 (2)
C7	1.07629 (11)	0.7315 (2)	0.34042 (7)	0.0199 (3)
C8	0.99319 (13)	0.8131 (3)	0.39685 (9)	0.0284 (3)
H8A	1.0328	0.9063	0.4308	0.043*
H8B	0.9639	0.7107	0.4285	0.043*
H8C	0.9297	0.8746	0.3674	0.043*
C9	1.10418 (12)	0.8870 (2)	0.28336 (8)	0.0248 (3)
H9A	1.1558	0.8371	0.2456	0.037*
H9B	1.1409	0.9929	0.3117	0.037*
H9C	1.0338	0.9313	0.2561	0.037*
C10	0.91934 (9)	0.5356 (3)	0.25743 (6)	0.0198 (2)
H10A	0.8744	0.6449	0.2747	0.024*
H10B	0.8797	0.4195	0.2735	0.024*
C11	0.47837 (11)	0.0789 (2)	0.40963 (7)	0.0255 (3)
C12	0.58803 (12)	0.0905 (2)	0.46036 (8)	0.0299 (4)
H12A	0.5875	0.001	0.5046	0.036*
H12B	0.6016	0.2205	0.4804	0.036*
C13	0.67642 (10)	0.0338 (3)	0.40264 (6)	0.0242 (2)
H13	0.7563	0.0716	0.4186	0.029*
C14	0.66032 (12)	−0.1789 (2)	0.38768 (8)	0.0251 (3)
H14A	0.6564	−0.2497	0.4371	0.03*
H14B	0.7231	−0.2309	0.3581	0.03*
C15	0.54503 (11)	−0.1880 (2)	0.33913 (8)	0.0208 (3)
H15A	0.487	−0.2573	0.3675	0.025*
H15B	0.5542	−0.2506	0.2884	0.025*
C16	0.51133 (9)	0.0242 (2)	0.32789 (6)	0.0178 (2)
C17	0.62946 (10)	0.1228 (2)	0.32492 (8)	0.0195 (3)
C18	0.62088 (13)	0.3390 (2)	0.32693 (10)	0.0313 (3)
H18A	0.5667	0.3768	0.3653	0.047*
H18B	0.5946	0.3858	0.2755	0.047*
H18C	0.6959	0.3929	0.3414	0.047*
C19	0.70229 (10)	0.0660 (2)	0.25786 (7)	0.0237 (3)
H19A	0.695	−0.0705	0.2486	0.036*
H19B	0.7822	0.0973	0.2712	0.036*
H19C	0.6763	0.1349	0.2108	0.036*
C20	0.41039 (10)	0.0635 (2)	0.27123 (6)	0.0181 (3)
H20A	0.3855	0.1951	0.2806	0.022*
H20B	0.3476	−0.0204	0.2859	0.022*
H1A	0.4206 (19)	0.618 (3)	0.1021 (13)	0.038 (7)*
H1B	0.422 (2)	0.433 (4)	0.1065 (15)	0.053 (7)*
H2A	0.224 (2)	0.225 (4)	0.0849 (14)	0.057 (7)*
H2B	0.129 (2)	0.330 (4)	0.0758 (14)	0.043 (7)*
H3A	0.084 (3)	0.436 (4)	−0.0930 (17)	0.078 (9)*
H3B	0.0917 (15)	0.625 (3)	−0.0876 (11)	0.016 (5)*
H4A	0.3031 (16)	0.840 (3)	−0.0697 (11)	0.024 (5)*
H4B	0.3943 (18)	0.738 (3)	−0.0788 (12)	0.032 (5)*
H5A	0.379 (2)	0.345 (4)	−0.0771 (14)	0.046 (8)*
H5B	0.289 (2)	0.237 (4)	−0.0783 (15)	0.058 (7)*
H6A	0.1136 (17)	0.735 (3)	0.0861 (11)	0.028 (5)*
H6B	0.2102 (15)	0.842 (3)	0.0867 (10)	0.021 (5)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mg1	0.01617 (16)	0.01541 (19)	0.01764 (16)	−0.0001 (2)	−0.00021 (12)	−0.0004 (2)
S1	0.01318 (10)	0.01544 (14)	0.01919 (11)	−0.00033 (17)	−0.00115 (8)	−0.00051 (18)
S2	0.01383 (11)	0.01487 (14)	0.01727 (11)	0.00042 (17)	−0.00063 (8)	−0.00043 (17)
O1	0.0348 (5)	0.0163 (5)	0.0407 (5)	−0.0004 (7)	−0.0202 (4)	−0.0014 (7)
O2	0.0194 (6)	0.0218 (7)	0.0290 (6)	0.0016 (5)	0.0047 (5)	0.0055 (5)
O3	0.0357 (5)	0.0154 (5)	0.0448 (5)	0.0009 (7)	−0.0222 (4)	0.0015 (7)
O4	0.0206 (6)	0.0205 (7)	0.0284 (6)	0.0041 (5)	0.0054 (5)	0.0046 (5)
O5	0.0222 (6)	0.0205 (7)	0.0293 (6)	−0.0030 (5)	0.0089 (5)	−0.0061 (5)
O6	0.0208 (6)	0.0243 (7)	0.0368 (7)	−0.0046 (5)	0.0091 (5)	−0.0110 (5)
O7	0.0463 (7)	0.0282 (7)	0.0319 (6)	−0.0108 (6)	−0.0003 (5)	0.0084 (5)
O8	0.0143 (3)	0.0222 (5)	0.0279 (4)	−0.0002 (6)	−0.0038 (3)	−0.0001 (6)
O9	0.0179 (5)	0.0171 (6)	0.0268 (5)	−0.0005 (4)	0.0010 (4)	0.0031 (4)
O10	0.0185 (5)	0.0189 (6)	0.0262 (5)	0.0010 (4)	−0.0024 (4)	−0.0050 (5)
O11	0.0286 (5)	0.0685 (10)	0.0260 (5)	0.0044 (5)	0.0075 (4)	−0.0109 (5)
O12	0.0154 (3)	0.0219 (5)	0.0242 (4)	−0.0005 (6)	−0.0048 (3)	0.0001 (6)
O13	0.0198 (5)	0.0178 (6)	0.0210 (5)	0.0023 (4)	−0.0013 (4)	−0.0032 (4)
O14	0.0198 (5)	0.0173 (6)	0.0259 (5)	−0.0012 (4)	0.0019 (4)	0.0040 (4)
C1	0.0293 (7)	0.0242 (8)	0.0216 (6)	0.0004 (6)	−0.0017 (5)	0.0019 (5)
C2	0.0360 (8)	0.0352 (10)	0.0252 (6)	−0.0009 (6)	−0.0085 (6)	0.0052 (6)
C3	0.0232 (6)	0.0257 (8)	0.0229 (6)	−0.0010 (6)	−0.0060 (5)	−0.0031 (5)
C4	0.0174 (5)	0.0306 (7)	0.0310 (6)	0.0049 (8)	−0.0046 (4)	−0.0059 (8)
C5	0.0176 (6)	0.0218 (7)	0.0239 (6)	0.0012 (5)	−0.0016 (5)	−0.0041 (5)
C6	0.0168 (4)	0.0174 (6)	0.0182 (4)	−0.0024 (7)	−0.0014 (3)	−0.0004 (7)
C7	0.0173 (6)	0.0210 (8)	0.0213 (6)	−0.0008 (5)	0.0010 (5)	−0.0042 (5)
C8	0.0253 (7)	0.0312 (9)	0.0293 (8)	−0.0015 (7)	0.0074 (6)	−0.0085 (7)
C9	0.0231 (6)	0.0207 (8)	0.0306 (7)	−0.0037 (6)	0.0010 (5)	−0.0004 (6)
C10	0.0154 (4)	0.0253 (6)	0.0187 (4)	−0.0024 (7)	0.0012 (4)	0.0009 (7)
C11	0.0255 (6)	0.0321 (10)	0.0192 (5)	0.0005 (6)	0.0027 (5)	−0.0044 (5)
C12	0.0301 (7)	0.0402 (11)	0.0189 (6)	0.0002 (6)	−0.0021 (5)	−0.0070 (5)
C13	0.0209 (5)	0.0309 (7)	0.0204 (5)	−0.0021 (8)	−0.0039 (4)	−0.0012 (8)
C14	0.0240 (6)	0.0263 (8)	0.0244 (6)	0.0026 (6)	−0.0034 (5)	0.0044 (6)
C15	0.0222 (6)	0.0188 (7)	0.0211 (6)	0.0003 (5)	−0.0011 (5)	0.0035 (5)
C16	0.0170 (5)	0.0194 (7)	0.0171 (4)	−0.0018 (6)	0.0000 (4)	0.0003 (6)
C17	0.0156 (6)	0.0195 (7)	0.0232 (6)	−0.0027 (5)	−0.0012 (4)	−0.0003 (5)
C18	0.0312 (7)	0.0220 (9)	0.0399 (8)	−0.0050 (6)	−0.0041 (6)	−0.0022 (6)
C19	0.0169 (5)	0.0306 (9)	0.0237 (5)	−0.0004 (6)	0.0021 (4)	0.0038 (6)
C20	0.0140 (4)	0.0215 (8)	0.0191 (5)	0.0014 (5)	0.0014 (4)	−0.0013 (5)

Geometric parameters (Å, º) top

Mg1—O3	2.0315 (9)	C5—H5C	0.99
Mg1—O1	2.0415 (10)	C5—H5D	0.99
Mg1—O2	2.0489 (14)	C6—C10	1.5245 (14)
Mg1—O6	2.0492 (14)	C6—C7	1.560 (2)
Mg1—O4	2.0541 (14)	C7—C9	1.522 (2)
Mg1—O5	2.0594 (14)	C7—C8	1.5286 (19)
S1—O9	1.4551 (12)	C8—H8A	0.98
S1—O10	1.4565 (11)	C8—H8B	0.98
S1—O8	1.4600 (7)	C8—H8C	0.98
S1—C10	1.7704 (11)	C9—H9A	0.98
S2—O14	1.4558 (11)	C9—H9B	0.98
S2—O13	1.4586 (11)	C9—H9C	0.98
S2—O12	1.4602 (7)	C10—H10A	0.99
S2—C20	1.7715 (11)	C10—H10B	0.99
O1—H1A	0.73 (2)	C11—C12	1.5190 (19)
O1—H1B	0.87 (3)	C11—C16	1.5308 (17)
O2—H2A	0.94 (3)	C12—C13	1.5309 (19)
O2—H2B	0.66 (2)	C12—H12A	0.99
O3—H3A	0.92 (3)	C12—H12B	0.99
O3—H3B	0.734 (19)	C13—C14	1.534 (3)
O4—H4A	0.75 (2)	C13—C17	1.5524 (18)
O4—H4B	0.90 (2)	C13—H13	1
O5—H5A	0.65 (3)	C14—C15	1.5538 (17)
O5—H5B	0.91 (3)	C14—H14A	0.99
O6—H6A	0.87 (2)	C14—H14B	0.99
O6—H6B	0.829 (19)	C15—C16	1.559 (2)
O7—C1	1.2038 (19)	C15—H15A	0.99
O11—C11	1.2092 (17)	C15—H15B	0.99
C1—C2	1.520 (2)	C16—C20	1.5195 (15)
C1—C6	1.5317 (19)	C16—C17	1.5568 (18)
C2—C3	1.536 (2)	C17—C19	1.5290 (18)
C2—H2C	0.99	C17—C18	1.530 (2)
C2—H2D	0.99	C18—H18A	0.98
C3—C4	1.5368 (19)	C18—H18B	0.98
C3—C7	1.5520 (19)	C18—H18C	0.98
C3—H3C	1	C19—H19A	0.98
C4—C5	1.5518 (17)	C19—H19B	0.98
C4—H4C	0.99	C19—H19C	0.98
C4—H4D	0.99	C20—H20A	0.99
C5—C6	1.5568 (17)	C20—H20B	0.99

O3—Mg1—O1	178.64 (5)	C8—C7—C3	113.12 (12)
O3—Mg1—O2	86.83 (6)	C9—C7—C6	114.83 (11)
O1—Mg1—O2	92.10 (6)	C8—C7—C6	113.46 (11)
O3—Mg1—O6	88.28 (6)	C3—C7—C6	94.10 (11)
O1—Mg1—O6	90.97 (6)	C7—C8—H8A	109.5
O2—Mg1—O6	94.23 (4)	C7—C8—H8B	109.5
O3—Mg1—O4	92.89 (6)	H8A—C8—H8B	109.5
O1—Mg1—O4	88.17 (6)	C7—C8—H8C	109.5
O2—Mg1—O4	179.49 (6)	H8A—C8—H8C	109.5
O6—Mg1—O4	85.34 (6)	H8B—C8—H8C	109.5
O3—Mg1—O5	91.65 (6)	C7—C9—H9A	109.5
O1—Mg1—O5	89.11 (6)	C7—C9—H9B	109.5
O2—Mg1—O5	86.14 (6)	H9A—C9—H9B	109.5
O6—Mg1—O5	179.62 (7)	C7—C9—H9C	109.5
O4—Mg1—O5	94.30 (4)	H9A—C9—H9C	109.5
O9—S1—O10	112.20 (5)	H9B—C9—H9C	109.5
O9—S1—O8	112.36 (7)	C6—C10—S1	118.88 (7)
O10—S1—O8	112.69 (7)	C6—C10—H10A	107.6
O9—S1—C10	107.62 (8)	S1—C10—H10A	107.6
O10—S1—C10	106.77 (8)	C6—C10—H10B	107.6
O8—S1—C10	104.62 (5)	S1—C10—H10B	107.6
O14—S2—O13	112.56 (5)	H10A—C10—H10B	107
O14—S2—O12	112.17 (7)	O11—C11—C12	126.85 (12)
O13—S2—O12	112.85 (7)	O11—C11—C16	126.12 (12)
O14—S2—C20	106.54 (7)	C12—C11—C16	107.04 (10)
O13—S2—C20	108.27 (7)	C11—C12—C13	101.36 (10)
O12—S2—C20	103.79 (5)	C11—C12—H12A	111.5
Mg1—O1—H1A	125.6 (18)	C13—C12—H12A	111.5
Mg1—O1—H1B	124.8 (16)	C11—C12—H12B	111.5
H1A—O1—H1B	108.9 (18)	C13—C12—H12B	111.5
Mg1—O2—H2A	119.9 (14)	H12A—C12—H12B	109.3
Mg1—O2—H2B	123 (2)	C12—C13—C14	106.47 (13)
H2A—O2—H2B	113 (3)	C12—C13—C17	103.46 (11)
Mg1—O3—H3A	126.0 (18)	C14—C13—C17	102.52 (10)
Mg1—O3—H3B	125.1 (14)	C12—C13—H13	114.4
H3A—O3—H3B	108.7 (18)	C14—C13—H13	114.4
Mg1—O4—H4A	125.3 (14)	C17—C13—H13	114.4
Mg1—O4—H4B	121.2 (13)	C13—C14—C15	103.09 (10)
H4A—O4—H4B	104.6 (19)	C13—C14—H14A	111.1
Mg1—O5—H5A	124 (2)	C15—C14—H14A	111.1
Mg1—O5—H5B	117.1 (15)	C13—C14—H14B	111.1
H5A—O5—H5B	112 (3)	C15—C14—H14B	111.1
Mg1—O6—H6A	124.5 (13)	H14A—C14—H14B	109.1
Mg1—O6—H6B	127.8 (12)	C14—C15—C16	103.62 (11)
H6A—O6—H6B	106.4 (17)	C14—C15—H15A	111
O7—C1—C2	126.67 (13)	C16—C15—H15A	111
O7—C1—C6	126.55 (13)	C14—C15—H15B	111
C2—C1—C6	106.77 (12)	C16—C15—H15B	111
C1—C2—C3	101.85 (11)	H15A—C15—H15B	109
C1—C2—H2C	111.4	C20—C16—C11	108.45 (10)
C3—C2—H2C	111.4	C20—C16—C17	124.28 (12)
C1—C2—H2D	111.4	C11—C16—C17	100.90 (10)
C3—C2—H2D	111.4	C20—C16—C15	116.06 (12)
H2C—C2—H2D	109.3	C11—C16—C15	101.75 (11)
C2—C3—C4	105.97 (13)	C17—C16—C15	102.29 (10)
C2—C3—C7	102.39 (11)	C19—C17—C18	108.60 (13)
C4—C3—C7	103.17 (10)	C19—C17—C13	111.01 (11)
C2—C3—H3C	114.6	C18—C17—C13	113.88 (13)
C4—C3—H3C	114.6	C19—C17—C16	116.45 (11)
C7—C3—H3C	114.6	C18—C17—C16	112.67 (12)
C3—C4—C5	103.09 (10)	C13—C17—C16	93.77 (10)
C3—C4—H4C	111.1	C17—C18—H18A	109.5
C5—C4—H4C	111.1	C17—C18—H18B	109.5
C3—C4—H4D	111.1	H18A—C18—H18B	109.5
C5—C4—H4D	111.1	C17—C18—H18C	109.5
H4C—C4—H4D	109.1	H18A—C18—H18C	109.5
C4—C5—C6	104.03 (10)	H18B—C18—H18C	109.5
C4—C5—H5C	111	C17—C19—H19A	109.5
C6—C5—H5C	111	C17—C19—H19B	109.5
C4—C5—H5D	111	H19A—C19—H19B	109.5
C6—C5—H5D	111	C17—C19—H19C	109.5
H5C—C5—H5D	109	H19A—C19—H19C	109.5
C10—C6—C1	110.45 (11)	H19B—C19—H19C	109.5
C10—C6—C5	119.30 (10)	C16—C20—S2	121.03 (8)
C1—C6—C5	103.12 (12)	C16—C20—H20A	107.1
C10—C6—C7	119.05 (14)	S2—C20—H20A	107.1
C1—C6—C7	99.69 (10)	C16—C20—H20B	107.1
C5—C6—C7	102.46 (10)	S2—C20—H20B	107.1
C9—C7—C8	107.88 (13)	H20A—C20—H20B	106.8
C9—C7—C3	113.15 (11)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5OA···O6	0.89 (3)	1.87 (3)	2.7329 (18)	163 (3)
O1—H1A···O13ⁱ	0.73 (2)	2.06 (2)	2.782 (2)	175 (2)
O1—H1B···O14	0.88 (3)	1.89 (3)	2.757 (2)	174 (2)
O2—H2A···O12	0.94 (3)	1.84 (3)	2.7711 (17)	176 (2)
O2—H2B···O10ⁱⁱ	0.66 (2)	2.13 (2)	2.7966 (17)	176 (2)
O3—H3A···O9ⁱⁱⁱ	0.91 (3)	1.83 (3)	2.7406 (17)	173 (3)
O3—H3B···O10^iv	0.73 (2)	1.99 (2)	2.7230 (17)	175.6 (18)
O4—H4A···O8^iv	0.75 (2)	2.07 (2)	2.8146 (17)	173 (2)
O4—H4B···O14^iv	0.90 (2)	1.88 (2)	2.7748 (16)	176.1 (19)
O5—H5A···O13^iv	0.65 (2)	2.19 (2)	2.8327 (16)	172 (3)
O5—H5B···O8ⁱⁱⁱ	0.91 (3)	1.90 (3)	2.8058 (17)	173 (2)
O6—H6A···O9ⁱⁱ	0.87 (2)	1.88 (2)	2.7524 (17)	178 (2)
O6—H6B···O12ⁱ	0.83 (2)	1.959 (19)	2.7767 (17)	169.5 (18)
C10—H10B···O7	0.99	2.33	2.844 (2)	111

Symmetry codes: (i) x, y+1, z; (ii) x−1, y, z; (iii) −x+1, y−1/2, −z; (iv) −x+1, y+1/2, −z.

Experimental details

Crystal data
Chemical formula	[Mg(H₂O)₆](C₁₀H₁₅O₄S)₂
M_r	594.97
Crystal system, space group	Monoclinic, P2₁
Temperature (K)	130
a, b, c (Å)	11.75456 (10), 7.05950 (8), 17.22794 (15)
β (°)	93.1811 (8)
V (Å³)	1427.39 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.27
Crystal size (mm)	0.5 × 0.2 × 0.2

Data collection
Diffractometer	Oxford Diffraction Xcalibur CCD diffractometer
Absorption correction	Multi-scan (CrysAlis RED; Oxford Diffraction, 2008)
T_min, T_max	0.918, 1
No. of measured, independent and observed [I > 2σ(I)] reflections	40278, 8136, 7028
R_int	0.025
(sin θ/λ)_max (Å⁻¹)	0.714

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.028, 0.069, 0.99
No. of reflections	8136
No. of parameters	386
No. of restraints	1
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.37, −0.36
Absolute structure	Flack (1983), 3459 Friedel pairs
Absolute structure parameter	0.03 (4)

Computer programs: CrysAlis CCD (Oxford Diffraction, 2008), CrysAlis RED (Oxford Diffraction, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997).

Acknowledgements

The authors are grateful to the Ministry of Science and Environmental Protection of the Republic of Serbia for financial support (grant No. 142062).

References

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